Lupinisol C

Details

• Internal ID: fb8bcdc0-e4c1-46c2-a372-bca3fd3f836f
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 3-[2,4-dihydroxy-3-(2-hydroxy-3-methylbut-3-enyl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one
• InChI: InChI=1S/C25H26O7/c1-12(2)5-6-15-20(28)10-21-22(24(15)30)25(31)17(11-32-21)14-7-8-18(26)16(23(14)29)9-19(27)13(3)4/h5,7-8,10-11,19,26-30H,3,6,9H2,1-2,4H3
• InChI Key: YGIMNZIIYOGVNP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₇
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.16785316 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• LMPK12050301
• 2',4',5,7-tetrahydroxy-3'-(2-hydroxy-3-methyl-3-butenyl)-6-prenylisoflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.7152	71.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6756	67.56%
OATP2B1 inhibitior	+	0.5767	57.67%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6213	62.13%
P-glycoprotein inhibitior	-	0.5174	51.74%
P-glycoprotein substrate	-	0.6824	68.24%
CYP3A4 substrate	+	0.5971	59.71%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	-	0.5200	52.00%
CYP2C9 inhibition	+	0.6475	64.75%
CYP2C19 inhibition	+	0.7559	75.59%
CYP2D6 inhibition	-	0.7924	79.24%
CYP1A2 inhibition	+	0.7075	70.75%
CYP2C8 inhibition	+	0.4653	46.53%
CYP inhibitory promiscuity	+	0.7673	76.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6958	69.58%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.7682	76.82%
Skin irritation	-	0.7404	74.04%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4527	45.27%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7029	70.29%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6646	66.46%
Acute Oral Toxicity (c)	III	0.5905	59.05%
Estrogen receptor binding	+	0.8739	87.39%
Androgen receptor binding	+	0.7340	73.40%
Thyroid receptor binding	+	0.6242	62.42%
Glucocorticoid receptor binding	+	0.7942	79.42%
Aromatase binding	+	0.6406	64.06%
PPAR gamma	+	0.8282	82.82%
Honey bee toxicity	-	0.7353	73.53%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.18%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.55%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.49%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.32%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.86%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.70%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.22%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.15%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.15%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.56%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.27%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.44%	95.17%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.41%	83.10%

Plants that contains it

• Lupinus albus

Cross-Links

• PubChem: 14237670
• LOTUS: LTS0094923
• wikiData: Q105348103